Practical asymmetric synthesis of β-hydroxy-β-trifluoromethylated ketones via the first example of the in situ generation of trifluoroacetaldehyde and its successive asymmetric carbon-carbon bond formation reaction with chiral imines

Chemical Communications

Volumn , Issue 18, 2004, Pages 2056-2057

  Funabiki, Kazumasa ^a   Hashimoto, Wataru ^a   Matsui, Masaki ^a  

^a GIFU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETALDEHYDE; CARBON; IMINE; KETONE DERIVATIVE;

ANALYTIC METHOD; ARTICLE; ASYMMETRIC SYNTHESIS; CHEMICAL REACTION; CHIRALITY; CRYSTALLIZATION; DERIVATIZATION; ENANTIOSELECTIVITY; HYDROLYSIS; METHYLATION; MISCIBILITY; POLYMERIZATION; REACTION ANALYSIS;

EID: 6344252779     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b408226e     Document Type: Article

References (10)

1. K. Iseki, Tetrahedron, 1998, 54, 13887; V. A. Soloshonok, Enantiocontrolled Synthesis of Fluoro-organic Compounds, John Wiley & Sons, Chichester, UK, 1999; P. V. Ramachandran, Asymmetric Fluoroorganic Chemistry: Synthesis, Application, and Future Directions, American Chemical Society, Washington, DC, 1999; K. Mikami, Y. Itoh and M. Yamanaka, Chem. Rev., 2004, 104, 1.
2. K. Iseki, Tetrahedron, 1998, 54, 13887; V. A. Soloshonok, Enantiocontrolled Synthesis of Fluoro-organic Compounds, John Wiley & Sons, Chichester, UK, 1999; P. V. Ramachandran, Asymmetric Fluoroorganic Chemistry: Synthesis, Application, and Future Directions, American Chemical Society, Washington, DC, 1999; K. Mikami, Y. Itoh and M. Yamanaka, Chem. Rev., 2004, 104, 1.
3. K. Iseki, Tetrahedron, 1998, 54, 13887; V. A. Soloshonok, Enantiocontrolled Synthesis of Fluoro-organic Compounds, John Wiley & Sons, Chichester, UK, 1999; P. V. Ramachandran, Asymmetric Fluoroorganic Chemistry: Synthesis, Application, and Future Directions, American Chemical Society, Washington, DC, 1999; K. Mikami, Y. Itoh and M. Yamanaka, Chem. Rev., 2004, 104, 1.
4. K. Iseki, Tetrahedron, 1998, 54, 13887; V. A. Soloshonok, Enantiocontrolled Synthesis of Fluoro-organic Compounds, John Wiley & Sons, Chichester, UK, 1999; P. V. Ramachandran, Asymmetric Fluoroorganic Chemistry: Synthesis, Application, and Future Directions, American Chemical Society, Washington, DC, 1999; K. Mikami, Y. Itoh and M. Yamanaka, Chem. Rev., 2004, 104, 1.
5. K. Funabiki, K. Matsunaga, M. Nojiri, W. Hashimoto, H. Yamamoto, K. Shibata and M. Matsui, J. Org. Chem., 2003, 68, 2853 and references cited therein.
6. M. Braid, H. Isersone and F. E. Lawlore, J. Am. Chem. Soc., 1954, 76, 4027; A. L. Henne, R. L. Pelley and R. M. Alm, J. Am. Chem. Soc., 1950, 72, 3370.
7. M. Braid, H. Isersone and F. E. Lawlore, J. Am. Chem. Soc., 1954, 76, 4027; A. L. Henne, R. L. Pelley and R. M. Alm, J. Am. Chem. Soc., 1950, 72, 3370.
8. R. Fernández, E. Martín-Zamora, C. Pareja, M. Alcarazo, J. Martín and J. M. Lassaletta, Synlett, 2001, 1158.
9. J. T. Lin, T. Yamazaki and T. Kitazume, J. Org. Chem., 1987, 52, 3211.
10. A. Ishii, M. Kanai, K. Higashiyama and K. Mikami, Chirality, 2002, 14, 709.